
House holiday rentals in Maidenhead
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Top-rated house rentals in Maidenhead
Guests agree: these houses are highly rated for location, cleanliness and more.

Charming 5* Hse Near Windsor Castle, Ascot, London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, a beautiful bathroom, abundant art and character; the property looks onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

A peaceful rural retreat
"A recently refurbished self-contained annex in the midst of beautiful Oxfordshire countryside. Close to the Chilterns, the pretty market towns of Thame and Watlington and just 20 minutes drive from Oxford. There are excellent walks and numerous pubs and restaurants with delicious food and warm fires. The property is a separate annex from the main house and is perfect for a relaxing break. It has a sitting area and kitchen, a bedroom with beautiful views, a superking bed and a modern bathroom.

Historic building in the centre of Windsor.
Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.

Magical Marlow town centre
Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).

Shal Inn @ Heathrow – pick & Drop + Parking
Book this family &bussiness friendly,well connected to London and only 10 mins away from Heathrow airport. You are welcome to bring your car as free parking available on premises. Pick and drop to airport is also available on request. Public transport is only couple of mins walk away. Elizabeth line to central London from Langley station, which is 2 miles away. 20 mins by bus to Langley station Attractions Windsor Castle Legoland Windsor resort Thorpe park Chessington world of adventure

Stunning Place near Windsor & Heathrow, 3BR House
A stunning, spacious 3-bedroom home, perfect for families! Just a short walk to shops and parks, and short drive from Burnham Station, Heathrow, and Windsor Castle. This gorgeous, newly refurbished house features contemporary decor, new flooring, and furniture. It’s an adorable space with free parking, WiFi, a 4K Ultra Smart TV, and a serene village atmosphere. Enjoy the peaceful, "home away from home" feel, perfect for relaxing after a day of exploring. Book now for a cozy, modern stay!

A Perfect Pad in Pangbourne!
The house was 'created' in 2020 having originally been part of the village pub - its now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

Luxury self-contained Annexe with balcony Jacuzzi
Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

Lovely house, beautiful kitchen with FREE parking!
Hi, I'm Russ of Nook Homes and I warmly welcome you to take a look at this trendy property located in Farnborough, Hampshire, lightly themed for those interested in Farnborough's history in aviation. This quiet and peaceful property can be found within a small private close overlooking a park with woodland path access route to Hawley Lake making this the ideal choice for those rare summer picnics, walkers/ramblers or guests that travel with their dogs.

Modern with parking near Windsor Castle & Legoland
A stylish one bedroom private flat close to Windsor town centre, Windsor Castle, Legoland and all other historic and regional attractions. A short drive to Thorpe Park, Virginia Water, Ascot and London Heathrow. The cozy flat can accommodate up to 2 guests with a king size bed that is available in a private bedroom. High speed WiFi throughout, 4K TV with Netflix & YouTube, high quality cotton bedding, toiletries and fresh towels.

Private annexe in Old Windsor.
A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.
Popular amenities for house rentals in Maidenhead
House rentals with a pool

The Mill House

The Chiltern way - Annex w/ Kingsize Bed

Country House, 5bed, large garden, heated pool

Spacious Home Heated Pool(May-Sep) in Tilehurst

Barn conversion, Henley-on-Thames

Forest Getaway - Country Retreat near Windsor

Modern Escape-Jacuzzi & Ice Bath

Family Friendly Country House - Pool & tennis
Weekly house rentals

Near Town Centre, Big Patio, Free Parking Sleeps 8

Beautiful 6-bedroom countryside home

Delightful 2 Double Bedroom House

The Lodge - Elegant Comfort in a Peaceful Setting

Beautiful historic home w/ hot tub & dog-friendly

Mills Cottage

Inclusive, garden area, near pubs, golf, tennis

Elegant 5-Bed Home in Central Windsor + Parking
Private house rentals

Cottage with gated parking 7 mins from Henley

Stylish short-term let in Bucks

5* Charming 1-Bed Hideout,Comfort Meets Style Luxe

Perfectly Positioned Hambleden House

Victorian Semi w Garden in Lower Caversham

Large house w/tennis court - negotiable rates

Peaceful 4bdtownhse. Free parkn. Windsor&Heathrow

Gorgeous Victorian home-ideal get away near Henley
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 SGD | $179 SGD | $142 SGD | $145 SGD | $121 SGD | $116 SGD | $150 SGD | $149 SGD | $149 SGD | $141 SGD | $138 SGD | $219 SGD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Quick stats about house rentals in Maidenhead

Total holiday rentals
Explore 140 holiday rentals in Maidenhead

Nightly prices starting at
Maidenhead holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 4,770 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
140 of Maidenhead holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Maidenhead rentals

4.8 Average rating
Maidenhead stays are highly rated by guests – averaging 4.8 out of 5!
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